Vacation Rentals & Apartments in Montego Bay

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353 apartments

Studio Apartment

Ocho Rios studio

  • Studio
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Cycling trips Pets allowed

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Price per night from

$86

Di Nest

St. Ann's Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated) Cycling trips Pets allowed

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Price per night from

$1,807

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Beautiful New & Private Villa-- Centrally Located In Runaway Bay, Jamaica W.I.

Runaway Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$546

Sun, Sea, Sand, Nature

Cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$87

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$322

Loveland Villa a Jamaica Jewel

Oracabessa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$345

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$920

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$633

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$345

Hill Sea View Villa

Ocho Rios villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$230

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,712

Zyani Boutique Resort Voted #1 Seaside Villa in Ocho Rios Jamaica

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$863

Fall In Luxury: Villa Sweet Villa Montego Bay - 9 Spacious Bedrooms with Chef

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,875

Serendipity Jamaica - You won't want to leave!

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

“A vacation like no other” We were greeted at the airport by Norman, the most professional driver ever, he made our transition smooth and for a group of 12 adults, that is tough! He had thought of everything - including bringing a second van for our luggage! The staff at the villa greeted us at the door with warm smiles and cool towels, they made sure all our luggage was safely delivered to our rooms and then the fun began! We all stopped and stared at the huge view of the Caribbean Sea spread out in front of us, the breeze, the way the rooms are laid out and the villa itself takes total advantage of that view. We quickly changed, and began the most perfect seven days of nothing but relaxing, laughing and eating punctuated by an occasional sightseeing trip. Derek, the butler completely made the trip, he was attentive, but quiet, helpful but never intrusive - he made us feel so special. Ruby, the cook gave us gormet meals three times a day. We discussed our likes and dislikes the first day and she made it all happen. We did not need to go out to dinner and the one night we went to a lovely restaurant in town, we all agreed that we could have stayed home and eaten at Restaurant Ruby for an even better meal. It is tough to please 12 distinct people, but the staff and managment at Serendipity did just that, from organizing the most incredible massage at the villa, to driving us to out of the way Mayfield Falls, they never stopped working. All the rooms were large and private, we never felt on top of one another, we ate meals in different places, by the pool, in the dining room, on the deck, where ever we felt inspired to eat that day, Derek made it happen. I do not have one bad thing to say - I loved every minute, and would recommend Serendipity to a group like us, a large family, or just a few people that want to get away - It was truly a vacation to remember.

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$828

Tropical Getaway Villa, private small pool, deck & BBQ, 10 mins Ocho Rios

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Tropical Getaway is Fabulous” Tropical Getaway has EVERYTHING!!!!! Ms. Tanika is awesome. I would recommend her place to family and friends. Our stay was as pleasant as Jamacia and we did not want for anything. Every detail was covered. Great job and we will see you next year!!

2 of 3 match: Pets allowed, Cycling trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$252

Mangoville

Discovery Bay villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 10 minutes

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$288

2Bdrm, 2Bthrm Villa btwn Montego Bay & Ocho Rios!

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Secound Time the Charm!” My sister and I loved it the first time we went we couldn't think of another place to be. It was a very comfortable and relaxing time. Away from the cold of the us. The neighbors was nice and Delmar was as charming as ever.

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Private outdoor pool (unheated), Cycling trips, Pets allowed

2 of 3 filters match

Price per night from

$138

NICKELS GARDEN VILLAS

Montego Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Cycling trips, Pets allowed

2 of 3 filters match

Price per night from

$117

Cool shades gated estate

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Cycling trips, Pets allowed

2 of 3 filters match

Price per night from

$184

Sea View, Negril

Negril house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Cycling trips, Pets allowed

2 of 3 filters match

Price per night from

$299

Gorgeous, Private and Secure Country Club Home #3 - "The Maria"

St. Ann's Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Cycling trips, Pets allowed

2 of 3 filters match

Price per night from

$298

Exclusive hideaway with private pool

Port Maria b&b

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$748

Gorgeous, Private and Secure Country Club Home #1 - "The Nyssa"

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Cycling trips, Pets allowed

2 of 3 filters match

Price per night from

$230

Hospitality Expert HALF HILL: Pool, Beach & Chef

Rose Hall villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 6 minutes

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$459

Runaway Bay Beach House Rental- Great Value!

Runaway Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$92

5 Bedroom Luxury and Affordable Villa on 9 acres

Wiltshire villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Quiet, Crazy Wonderful” Dutura - Peaceful, beautiful, quiet, lush, green, roomy, comfortable, spacious! Dutura Staff - Amazing, kind, caretakers, fun, Great Cooks, great trainer, attentive, major attention to details that make you feel comfortable. Those are the words that describe this place. We were met with warmth and smiles. Chisholm took us to some great spots for Crazy adventures but really safe. Then home to an amazing staff that felt like family from day one! We stepped out of our comfort zones, we rested, we ate, we laughed, we Yogaed, we walked in beauty, we were challenged and we did not want to leave. Thank you Randel and Dutura for an experience we will never forget. We were the crazy 8's becoming indigenous! haha inside joke!

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$789

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$173

itti Barry Villa Near Dunn's River Falls

Mammee Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Cycling trips, Pets allowed, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$619

Luxury 7 Bedroom Villa suitable for Weddings, Parties and Family Gatherings

Discovery Bay villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

“Spectacular views of sea with brilliant staff” Stayed at Maranatha villa this year and left completely impressed with the staff, location and villa.. They really offered us sincere hospitality and ensured that we were well taken care of. We had some delicious meals that we enjoyed at times on the gazebo by the seaside which has some spectacular views. The rooms were spacious, clean and comfortable. The swimming pool was excellent on hot days. The adventurous ones in our group jumped off into the ocean for snorkeling and swimming in the reef. An excellent time was had by all. We will definitely be back.

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$776

Tropical Breeze Villa, 7 Bedrooms with Pool

Negril villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$460

RunAway To Tranquility

Runaway Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$575

Timbuktu by the Sea

Boscobel villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$2,581

Villa Patiently Waiting

Ocho Rios villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$214

Silver Sands Villa ~ Hastings Place ~ Sun, Sea, Fun & All the comforts of Home!

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Cycling trips, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$633

Beautiful Exotic Tropical Paradise - Townhouse in

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Just wow!” Very pleasantly surprised with the modern conveniences and comfort of this home in paradise. The location was central and easy to find. This will definitely be the way to spend vacations as opposed to a resort. Very relaxing. Well taken care of grounds and pool. Highly recommend.

1 of 3 match: Pets allowed, Private outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$271

Ian's cozy flat. 20 minutes from Ocho Rios.

Port Maria apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Pets allowed, Private outdoor pool (unheated), Cycling trips

1 of 3 filters match

Price per night from

$46

Bee Happy - Stylish Renovation and Breathtaking Views

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Cycling trips, Pets allowed, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$818

1 of 3 match: Cycling trips, Pets allowed, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$804

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